6-Bromo-1H-indole
- Product Name
- 6-Bromo-1H-indole
- CAS No.
- 52415-29-9
- Chemical Name
- 6-Bromo-1H-indole
- Synonyms
- bromoindole;6-BROMOINDOLE;EOS-60560;BROMOINDOLE-6;6-BROMO-1H-INDOLE;6-Bromoindole,96%;6-Bromoindole,98%;6-broMo-3H-indole;6-BROMOINDOLE 98%;6-Bromoindole >
- CBNumber
- CB9663460
- Molecular Formula
- C8H6BrN
- Formula Weight
- 196.04
- MOL File
- 52415-29-9.mol
6-Bromo-1H-indole Property
- Melting point:
- 92-96 °C (lit.)
- Boiling point:
- 70-75°C 0,01mm
- Density
- 1.660±0.06 g/cm3(Predicted)
- Flash point:
- 70-75°C/0.01mm
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- pka
- 16.07±0.30(Predicted)
- form
- Powder
- color
- White to brown
- Sensitive
- Air & Light Sensitive
- BRN
- 112711
- InChI
- InChI=1S/C8H6BrN/c9-7-2-1-6-3-4-10-8(6)5-7/h1-5,10H
- InChIKey
- MAWGHOPSCKCTPA-UHFFFAOYSA-N
- SMILES
- N1C2=C(C=CC(Br)=C2)C=C1
- CAS DataBase Reference
- 52415-29-9(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36-37/39
- WGK Germany
- 3
- HazardClass
- IRRITANT
- HS Code
- 29339900
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 524344
- Product name
- 6-Bromoindole
- Purity
- 96%
- Packaging
- 1g
- Price
- $62.37
- Updated
- 2025/07/31
- Product number
- 524344
- Product name
- 6-Bromoindole
- Purity
- 96%
- Packaging
- 5g
- Price
- $223
- Updated
- 2025/07/31
- Product number
- B1794
- Product name
- 6-Bromoindole
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $58
- Updated
- 2025/07/31
- Product number
- B1794
- Product name
- 6-Bromoindole
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $172
- Updated
- 2025/07/31
- Product number
- B684560
- Product name
- 6-Bromoindole
- Packaging
- 5g
- Price
- $525
- Updated
- 2021/12/16
6-Bromo-1H-indole Chemical Properties,Usage,Production
Chemical Properties
White to brown powder
Uses
Essential starter in 6-substituted indole chemistry.
Uses
6-Bromoindole is a starting material in the synthesis of various indole derivatives.
Synthesis Reference(s)
The Journal of Organic Chemistry, 49, p. 249, 1984 DOI: 10.1021/jo00176a007
General Description
6-Bromoindole is an indole derivative. It undergoes palladium-catalyzed reaction with 2-(4-fluorophenyl)ethylpiperazine to afford the carbonylation products.
Synthesis
60956-26-5
4637-24-5
52415-29-9
Step A: Under nitrogen protection, 4-bromo-2-nitrotoluene (7.9 g, 36.6 mmol) was dissolved in anhydrous N,N-dimethylformamide (73 mL), and N,N-dimethylformamide dimethyl acetal (14.5 mL, 110 mmol) and pyrrolidine (4.7 mL) were added sequentially. The reaction mixture was heated and stirred in an oil bath at 110 °C for 90 min. After completion of the reaction, the mixture was cooled to room temperature, diluted with ether (200 mL), and washed with deionized water (3 × 100 mL). The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give the crude product. The crude product was dissolved in 80% aqueous acetic acid (245 mL) and heated to 75 °C. Under stirring, zinc powder (20.8 g, 318 mmol) was added in batches for 2 hours. After addition, the reaction mixture was warmed to 85 °C and stirring was continued for 3.5 hours. After completion of the reaction, the mixture was cooled to room temperature and then to 0 °C in an ice bath and filtered to remove insoluble matter. The filtrate was diluted with ethyl acetate (200 mL) and washed with deionized water (2 × 100 mL). The organic phase was dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give a brown oily crude product. The crude product was purified by fast column chromatography with the eluent being a mixed solvent of hexane/ethyl acetate in the order of 95:5 and 90:10 to give 6-bromoindole as a gray solid (2.61 g, 36% yield). The structure of the product was confirmed by 1H NMR (500 MHz, CDCl3): δ 8.14 (br s, 1H), 7.53 (s, 1H), 7.49 (d, J = 8.4 Hz, 1H), 7.21 (dd, J = 8.4, 1.7 Hz, 1H), 7.17-7.15 (m, 1H), 6.53-6.51 (m, 1H).
References
[1] Journal of Organic Chemistry, 2004, vol. 69, # 20, p. 6812 - 6820
[2] RSC Advances, 2014, vol. 4, # 9, p. 4672 - 4675
[3] Patent: US2006/52378, 2006, A1. Location in patent: Page/Page column 154
[4] Tetrahedron, 1999, vol. 55, # 4, p. 935 - 942
[5] Patent: US2011/46370, 2011, A1. Location in patent: Page/Page column 10
6-Bromo-1H-indole Preparation Products And Raw materials
Raw materials
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View Lastest Price from 6-Bromo-1H-indole manufacturers
- Product
- 6-Bromoindole 52415-29-9
- Price
- US $5650.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 500kg
- Release date
- 2025-11-20
- Product
- 6-Bromo-1H-indole 52415-29-9
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-26
- Product
- 6-Bromo-1H-indole 52415-29-9
- Price
- US $0.00-0.00/KG
- Min. Order
- 1g
- Purity
- 99%
- Supply Ability
- 2000tons
- Release date
- 2019-12-31